Cuba Archives - Offshore

Discover Timeless Havana with WestJet Vacations

January 13, 2026

In Cuba's capital, colonial grandeur meets contemporary sophistication—and new direct flights from Toronto make this cultural treasure more accessible than ever.

With its baroque facades, vintage Cadillacs, and the infectious rhythm of salsa spilling from every doorway, Havana feels like stepping into a living museum where time moves to its own beat. This UNESCO World Heritage city offers an intoxicating blend of revolutionary history, architectural splendour, and refined experiences that few Caribbean destinations can match.

This season, WestJet Vacations makes Cuba’s crown jewel more convenient to reach with new direct flights from Toronto, opening the door to one of the Caribbean’s most culturally rich destinations.

Where Time Stands Beautifully Still

Havana’s magnetism lies in its remarkable preservation of five centuries of architectural evolution. In Old Havana, cobblestone streets wind past restored colonial palaces, now housing boutique hotels and world-class restaurants. The Gran Teatro de La Habana hosts world-renowned ballet performances, while the newly renovated Capitolio building stands as testament to the city’s renewed commitment to preserving its cultural heritage.

Sophisticated Comfort Redefined

Cuba’s hospitality landscape has evolved dramatically, with historic properties now offering convenient modern-day amenities. Boutique hotels occupy colonial mansions, like the Mystique Habana by Royalton, a UNESCO World Heritage Site that offers impressive views in the city’s historic center. For a more modern experience in the historic city centre, stay at Royalton Habana, featuring five on-site restaurants and an infinity pool overlooking the sea.

Authentic Encounters Await

For sophisticated travellers seeking authentic cultural engagement, Havana delivers experiences that go far beyond typical tourist attractions. Private tours of Ernest Hemingway’s preserved estate offer insights into the Nobel laureate’s Cuban years, while exclusive access to recording studios provides encounters with musicians carrying forward Cuba’s legendary musical traditions.

The Perfect Escape

What sets Havana apart isn’t just its undeniable charm or its cultural richness, but the way refinement and authenticity intertwine seamlessly. Here, mornings might begin with expertly crafted café cubano on a private terrace overlooking the harbour, followed by guided explorations of architectural gems, and evenings that flow naturally from sophisticated dining to impromptu salsa sessions in atmospheric jazz clubs.

In Havana, premium experiences aren’t about opulence—they’re about access to moments that money can’t typically buy, delivered with the warmth and artistry that defines Cuban hospitality.

Discover this remarkable destination with a flight and hotel package from WestJet Vacations.

Checking In: Hotel Playa Luxury Cayo Guillermo, Cuba

January 13, 2026

From overwater bungalows to beachside lobster lunches, this is Cuba done differently.

By Mitch McClung

Arriving in the dark might not seem ideal, but it’s actually the best way to experience Hotel Playa Luxury Cayo Guillermo. When you wake up, sunlight streams through the windows and the ocean shimmers just outside your door. The resort is only a short drive from the airport, yet it feels tucked away from the rest of Cuba—quieter, calmer, and intentionally different. Instead of the usual resort soundtrack of mariachis and cocktails by the dozen, guests are greeted by the sound of a grand piano in the lobby.

Playa Luxury aims to redefine what a high-end Cuban stay can be. Its six over-water bungalows are among the only ones in the country, surrounded by nothing but sea and sky. Floor-to-ceiling windows fill the space with light while keeping it private from the curious boardwalk passersby. Inside, the design is simple and soothing: natural wood tones, linen bedding, and a spa-like bathroom with a soaking tub overlooking the ocean. Sunset baths quickly become part of the routine.

Each bungalow opens onto a private deck with an infinity pool, lounge chairs and a shaded cabana. It’s easy to spend the day there, swimming, reading, or just watching the waves. But it’s worth following the winding wooden walkway to Playa Pica Beach, a stretch of white sand framed by volcanic rock and gentle surf. It’s one of the most beautiful beaches in the Caribbean, and proof that Cuba still has plenty of surprises.

Dining is another highlight. Lunch might be lobster grilled over coals and served with fresh fruit, or a casual burger and fries with a beach view. The four restaurants focus on fresh ingredients and flavourful simplicity, showcasing Cuba’s produce in a modern way.

Guests can (and should) explore beyond the resort. Take a jeep ride through the jungle, sail along the coast to snorkel with tropical fish, or stop at a sandbar for drinks in the shallow water. If you’d rather stay dry, the ocean is clear enough to watch from the deck.

On departure day, sip a final coffee on your terrace while your luggage makes its way to the lobby. Playa Luxury’s private airport transfer arrives right on time, but the feeling of serenity lasts long after you leave.

It’s in the Details: Bath salts, bamboo robes and refillable carafes of coconut water make each bungalow feel like a private spa suite.

On the Menu: Don’t miss the lobster grilled over coals and served with tropical fruit salsa and a cold mojito by the beach.

Room to Book: One of the six over-water bungalows with a soaking tub, private infinity pool and panoramic ocean views.

What to Do Nearby: Book a catamaran trip to snorkel the reef and stop at a sandbar for a drink in the shallow water.

Here’s a list of all the places Canadians can travel to without a COVID test

January 10, 2022

For the better half of 2021, Canadians faced severe travel restrictions as a result of the COVID-19 pandemic. While certain measures, like the mandatory three-day quarantine upon re-entry to Canada, have been lifted, severe restrictions remain in place.

Many countries now require a negative PCR test, proof of vaccination, or both, to enter. Effective October 30, 2021, the government of Canada enacted a mandatory vaccination requirement for travel within and to depart Canada, which remains in place for all Canadians, with only some exceptions to the rule.

For those who are seeking an escape to a destination that has not yet mandated proof of a negative PCR test, here are five places to consider.

Mexico

Mexico requires a tourist card from any visitors to the country, but this is a practice that began well before the pandemic. Other than this documentation, there are no additional COVID-19 documents required for your stay, and testing and quarantine upon arrival is not mandatory. Typically, the airline you’re flying on will hand out the tourist card (often referred to as the immigration form) and you can fill it out prior to landing. Once you’ve landed, simply show the card to the customs officer along with your passport. Make sure you keep your tourist card safe and secure for the duration of your stay–a lost tourist card will result in a fine, and could cause problems during your departure from the country.

For the most up-to-date information on entry to Mexico, click here.

Colombia

International travellers, including Canadians, are not required to submit a negative PCR test to gain entry to Colombia. However, you must fill out the mandatory Check-Mig registration form at least 24 hours prior to your flight. Face masks and additional health and safety measures remain in place throughout the country, and visitors are expected to follow all health and safety guidelines during their stay.

For the most up-to-date information on entry to Colombia, click here.

Costa Rica

The Government of Costa Rica does not require tourists entering by air, land or sea to present a negative COVID-19 test, nor quarantine upon arrival. However, all tourists are expected to abide by health and safety guidelines that have been put in place. All visitors must complete the digital form called Health Pass which can be accessed here. Vaccinated tourists must also attach their vaccination certificate to the Health Pass, and are required to provide proof of travel insurance with coverage for a minimum of five days during the duration of their stay.

For the most up-to-date information on entry to Costa Rica, click here.

Cuba

Like Mexico, Cuba has a mandatory tourist card that’s required for entry and is handed out by the airline. A negative PCR test is not required for vaccinated travellers, and all Health Canada approved vaccines and mixed vaccines are accepted. Children under the age of 12 are not required to show proof of vaccination or a negative test. Upon departure from Cuba, Canadians can pay a fee of $30 USD to receive the mandatory PCR test that is required to re-enter Canada.

For the most up-to-date information on entry to Cuba, click here.

Dominican Republic

Canadians are among the list of countries who do not need to present a negative COVID-19 test to gain entry to the Dominican Republic. However, random aleatory breath testing is in place upon arrival at select ports, which could apply to Canadians who are exempt from Canada’s vaccination rule. While proof of vaccination is not checked by officials upon arrival, those who wish to leave designated hotels and resorts affiliated with the Ministry of Tourism must show proof of complete vaccination (two valid doses) to enter bars, restaurants, and other facilities on the island.

For the most up-to-date information on entry to the Dominican Republic, click here.

The World’s 17 Best Beaches

July 24, 2019

From remote stretches of sand in far-flung locales to the ever-popular Caribbean getaways, there is a bounty of spectacular places for travellers to soak up the sun, whether they seek white, pink or even black sand. So, where should you plan your beach escape for next winter? Why not try one of the top 17 beaches in the world as voted by the experts, Canadian travel agents.

7. CABLE BEACH, BAHAMAS Photo Courtesy of Bahamas Ministry of Tourism Located in Nassau, Bahamas, travellers love the Cable Beach area for its beautiful beaches and snorkelling. Many resorts and intimate hideaways are beachfront or just a short stroll away, but no matter where you’re staying in Nassau Paradise Island, you're mere minutes from wiggling your toes in the sand and frolicking in warm, multi-hued azure waters stretching as far as the eye can see.

Cuba’s Coolest City – Havana by Day & Night

August 2, 2018

DAY

By day, the streets of Old Havana fill with tourists eagerly exploring Cuba’s thriving cultural capital.

CHECK-IN Any claims that Havana lacks true luxury hotels will quickly be put to rest by the Gran Hotel Manzana Kempinski La Habana. This five-star property in Old Havana began life as a shopping arcade more than a century ago. The 246 rooms and suites feature high ceilings and French windows. For those who like to be pampered, head to the spa or rooftop pool with its sweeping views of the district. www.kempinski.com/havana

FOOD A celebrity hangout since opening its doors in the 1940s, start the day with breakfast in the gardens of the storied Hotel Nacional de Cuba overlooking the Caribbean Sea. www.hotelnacionaldecuba.com

EXPLORE In Old Havana, take a walk along its charming cobblestone streets. Bars, restaurants, outdoor cafés, cigar lounges, and historic attractions abound in this gloriously restored district. Stop at La Bodeguita del Medio for a mojito. labodeguitarestaurant.restaurantwebx.com

HISTORY Even if you’re not a history buff, you’ll find the Museum of the Revolution enthralling with its many exhibits telling of the guerrilla campaign that brought Fidel Castro to power and its recounting of Cold War tensions. www.cuba-museums-guide.com

STYLE Havana can be hot. Explore the city in the comfort of a chauffeured ‘60s American car, iconic of the city. These stylish vehicles are lovingly maintained and a fun way to get around. Cars for hire can be found outside prominent hotels and popular attractions. Ask your concierge.

NIGHT

Salsa, jazz, and incredible cuisine: night time is the right time in Havana.

FOOD For dinner, how about breaking bread in a restaurant Cuban authorities were confident was suitable for a world leader? San Cristobal hosted former U.S. president Barack Obama when he visited Havana. www.paladarsancristobal.com

PALADAR Or try authentic Cuban cuisine at one of Havana’s growing number of paladars – privately run restaurants licensed by the Cuban government to serve foreigners. La Guarida, whose celebrity guest list includes Robert De Niro, Natalie Portman, Jack Nicholson, and Rihanna, boasts it’s Havana’s “most elegant” paladar. www.laguarida.com

AFTER DINNER What would a visit to Havana be without taking in a show at the famed Tropicana? Presenting spectacular displays of Cuban music and dancing – it’s a must. www.cabaret-tropicana.com

LATE Cuban music and dance have built a worldwide following, and there are many places night owls can choose from. The Melià Cohiba’s Cafe Habana is always lively after sundown. Jazz Café and La Zorra y el Cuervo are renowned Cuban jazz hotspots. And the Buena Vista Social Club or Café Parisien at The Hotel Nacional de Cuba are other great choices in a city of great choices. Check out www.lahabana.com for a full list of late night hot spots.